Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Wailea Ekahi 4E, Bordering Private Tropical Greenbelt, Split AC and Beautiful!
Welcome to Wailea Ekahi 4E, a serene one-bedroom, one-bathroom retreat nestled in the heart of Maui's lush Wailea coast. Perched on the second floor of a low-rise building, this corner unit offers a private and peaceful setting, surrounded by tropical greenery and just...
Keauhou Kona Surf & Racquet 2101: Oceanfront Condo Near Kahalu'u Snorkel Beach
Keauhou Kona Surf & Racquet 2101 – Oceanfront Corner Villa with A/C in BedroomsKailua-Kona | Ground-Floor | Wrap-Around Lanai | Resort AmenitiesWelcome to Keauhou Kona Surf & Racquet 2101, a beautifully renovated oceanfront 2-bedroom, 2-bath corner villa in one of...
BRAND NEW REMODEL-QUIET END UNIT LOCATION-AC-2 PRIVATE BEDROOMS-OCEAN VIEWS
Book with confidence, this stunning newly remodeled, 2 bedroom, 2 bathroom spacious condo. Located in a great location within Kamaole Sands, this condo has a rare floor plan with 2 private bedrooms, ocean views, and is a short walk to Kamaole Beach 3. It is managed by...
LOVELY*Piece of Paradise in Beautiful South Maui!
This South Maui studio boasts pure privacy from your quaint outdoor seating area. The exclusive studio can comfortably accommodate up to 4 guests. The luxe complex has so much to offer. Located just steps from some of Maui's top beaches, restaurants, and shops.Enjoy a...
KBM Resorts | FREE CAR | Honua Kai Konea | Ground Floor, 2-Bedroom Condo with Easy Pool Access! HKK-140
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kuilima Estates West 3 Bedroom
TMK (1)570010290042 Welcome to Kuilima Estates West. Location! Location! Location!Only steps to the grounds of the famous and newly renovated Turtle Bay Hotel on the North Shore. We are a Legal Vacation Rental.The condos are Surrounded by Two Beautifully manicured golf...
Beautiful 3 Bedroom AC Beach Home, Close to the Best Snorkeling Beaches in Hilo
WHY STAY ANYWHERE ELSE IN HILO BUT CLOSE TO BEACHES AND OCEAN WHERE THE WEATHER IS BEST!!!WE'RE EXCITED TO NOW PROVIDE GUESTS WITH THE COMFORT OF A NEWLY INSTALLED SPLIT AC SYSTEM!!Our islands have been experiencing the warmest and most humid weather we have had in...
Modern Ocean Breeze Oasis, Beautiful Maui Condo
Welcome to my cozy condo located on the 2nd floor at Napili Shore on West Maui. This studio apartment is just a 2-minute walk from the beautiful world-class beaches where you can relax, swim, and snorkel. This prime location offers the perfect retreat for those seeking...
NEW! Waikoloa Hills 2 Bedroom, 2 Bathroom Condo, Pool and Golf!
Get the best central location for your Big Island vacation! Our condo at Waikoloa Hills is a bright and comfortable two story unit with two bedrooms and two full bathrooms. Both bedrooms are upstairs and each has a queen sized bed and lovely garden views. The master...
Includes Hilton Pool Pass for 2025 and Waikoloa Gold Member Golf Discounts. Waik
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 302Please scroll down for detailed informationHilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons per pass (children under the age of 5 are not counted...
Tower 1 South facing. Beautiful Ocean, Lanai, koi pond and courtyard views
This breathtaking studio has amazing views. From the lanai looking towards the right you can see the white sand of Kaanapali Beach, lapping waves, catamarans, ocean and the Island of Lanai. Looking towards the left you will see the beautiful west maui mountains, golf...
KAUAI KONG QUARTERS OCEANVIEW 2 Bdrm 2 KINGS 1 TWIN. NextDoor2Hyatt Dining&Bars.
See over ONE HUNDRED Five Star Reviews for this condo. A/C is in the bedrooms and NEW furnishings Installed. New Luxury Beauty Rest mattresses. Coastline OCEAN VIEW of Shipwreck BEACH and the Mountain Range as seen in Jurassic Park. Walk to Poipu Beach and Shipwreck...
Stunning Ocean View 1BR Condo - Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
GORGEOUS REMODEL-GROUND FLOOR CONVENIENCE-WELL EQUIPPED-AC-PRIVATE LOCATION
Book with confidence, this gorgeous remodeled 1 bedroom, 1 bathroom, ground floor condo at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available...
Luxurious & Spacious Ground Floor Gem with Panoramic Oceanview - Wailea Elua 305
Wailea Elua #305 – Stunning Ocean View Retreat with Luxury Comforts and Designer FinishesExperience the elegance and serenity of Wailea Elua #305, a spacious 2-bedroom, 2-bathroom condo beautifully redecorated with high-end furnishings and panoramic ocean views. This...
Upscale Mauna Lani, 4BDRM, 2MSTR BTHS, 5 Beds for 8, Spacious W/Bikes Near Beach
Spacious and well-maintained home in Kamilo at Mauna Lani, 10% off for 1 week's stay. Many amenities - including card key to access private beach club at Mauna Lani, bicycles and a wonderful rec cen. Walk or bike to 5 gorgeous beaches.***Please note this home is managed...
Spectacular Ocean View & All-Season Sunsets from Private Lanai Wailea Ekolu 1704
Aloha,Welcome to our family gem, location Wailea Ekolu Unit 1704. Our 1070 square foot spacious condo with private lanais, has been a family treasure since it was purchased new in 1979. Newly renovated and restored to its original vintage condition, the condo has been...
Maui- Truly OceanFront at Kanai a Nalu
Approximately 1100 square feet of generously furnished up-scale living above a beach with breath-taking unobstructed views across blue Maalaea Bay to other islands and Maui's south shore below the Haleakala volcano. Watch whales and relax on the lanai after stimulating...
Beachfront Luxury Community in Ko Olina
This beautiful 3-bedroom, 3-bath 1,700 square foot 4th floor Ocean Tower condo comes fully furnished with everything necessary for cooking delicious dinners or relaxing at home with the family. Enjoy the beautiful views of the ocean, lagoons, pools and lounge area right...
Spacious Private Hawaiian Home With Tropical Views!
Welcome to Aloha Lani—an exceptional home in one of Princeville’s most coveted locations on Kauai’s North Shore. Set against the backdrop of the Makai Golf Course with panoramic views of the Hanalei Mountains and cascading waterfalls, this spacious 4-bedroom retreat...
Kauai, unit 303 Kiahuna Plantation MOIR Cactus Garden View updated Quiet/Private
The resort has 333 units, free in-room safe, air conditioning in bedroom only, please close the bedroom door, when using it, maid service, BBQ areas, restaurant/Bar, free hi-speed Internet and WI-FI access, coin-op laundry at the east end location. Kiahuna is popular...
Sugar Beach Resort Condo w/ Shared Grill, Free WiFi-Surf, Bike, Golf, More
Sugar Beach Resort 230Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Aloha Condos, Nohonani Condos and Resort, Condo 305, Beachfront, AC
Direct beachfront location with views of Molokai, Lanai and the Pailolo Channel NEW! Air Conditioning in front living room!Oceanfront swimming poolView dolphins, sea turtles and humpback whales in winterSpectacular sunsets & cooling ocean breezesSleep to the sound of...
Downtown Kona Condo w/ Pool Access: Walk to Beach!
Embrace the island life and say aloha to this vibrant vacation rental condo in Kailua-Kona! Located in the Kona Pacific complex, this 2-bedroom, 3-bathroom vacation rental features access to resort perks, like an outdoor pool and barbecue area. You’ll also enjoy private...
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
PERMIT NUMBER: BBKM 2014/0001 TAX ID NUMBER TA-030-667-5712-01 About the propertyWe Highly recommend Travel insuranceCheck out our website at www.waileapremiervacationhomemaui.comOcean and island view3 bedroom, 2 full bathroomsAir conditioningDirectv2 TV's 75' 65' home...
Direct oceanfront with A/C n
Exquisite second floor oceanfront condo (no elevator). Enjoy watching dolphins, whales, and the beautiful sunset from a very private lanai, or listen to the calming sound of the surf while sipping a cup of Kona coffee at breakfast. Relax with the cooling ocean breeze....
Spacious 2 Bedroom Unit at Lanikea at Waikiki! Free Wi-fi and FREE Parking!
This unit at Lanikea at Waikiki is located on the 25th floor, with city and partial ocean views from the living room, and a mountain view from the main bedroom. Relax and enjoy your stay in this luxurious unit UNIT INFORMATION:- (1) King-sized bed- (1) Queen-sized bed-...
Maile Hale: Private Oceanview Retreat w/ AC, Near Beaches & More
This single-level ocean-view home in the prestigious, gated Keauhou Estates community blends comfort with effortless island living. Just minutes from beaches, dining, and shopping, it offers spacious interiors, lush gardens, and sweeping coastal and mountain vistas—all...
Ma'alaea Surf, Unit A2-1Br Ground Floor Beachfront Condo, AC, Wifi, Kitchen
Ma'alaea Surf, Unit A2 is a conveniently located ground floor condo, with central AC just steps from the beach. This luxurious unit features a fully furnished kitchen, living and dining room and dining table. The master bedroom has a king-sized bed. The large living...
Princeville Condo w/ Mountain & Golf Course Views!
The wondrous beauty of Hawaii awaits at this 3-bedroom, 3-bathroom vacation rental condo in Princeville! Situated in The Plantation at Princeville, this spacious 1,318-square-foot unit has accommodations for up to 6 guests, gorgeous golf course views, and access to...
Hawaiian Style 2 BR/ 1 BA home, Puanani is Hawaiian for beautiful flower
"Puanani," Hawaiian for beautiful flower, is a Hawaiian-style family home located at the end of a quiet cul-de-sac within easy walking distance of Hanalei Bay and town. A large yard with plumeria, hibiscus, night-blooming jasmine and a lush garden with melodic songbirds...
Maui Kamaole #J-204 Large 2 bedroom 2 bath, Partial Ocean & Haleakala Views
Maui Kamaole #J-204 is an upstairs 2 Bedroom 2 Bath ocean view condo. Equipped with a full kitchen, Cable TV/DVD, complimentary high speed Wi-Fi, a washer/dryer, and lovely partial ocean view and views of Haleakala. Maui Kamaole #J-204 is air-conditioned (wall units)...
Maui Sunset B119 Beachfront Ground Floor, Ocean-View, Poolside Family Friendly!
- Updated, ground-floor, oceanfront condo.- Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours, activities, and water sports rentals.- 2...
Kailua Home Pool & Spa with amazing views
Two story home in Quiet Kailua neighborhood. Master bedroom is overlooking a beautiful pool and spa with views over the town of Kailua and the ocean. Upper family room has a pool table and also a fantastic view of Kailua town & ocean. Entire home was built in 2008 and...
Stunning Kawela Bay Beachfront Home - 3 bedrooms - sleeps 9
***In accordance with local laws, we may accept one booking for every thirty day period. Pricing may vary depending on length of stay and time of year. For questions or assistance with booking, please contact us.This lovely beach house is casual, stylish, and chic with...
Oceanview, Beach Across St, Newly Decorated, Favorite Bldg 10 - GREAT RATES
Need more room? Ask us about our 2 bedroom, plus family room (sleeps 6) in the same building! Registration Number: GE108588644601Your PERFECT MAUI GETAWAY is ACROSS THE STREET FROM ONE OF THE BEST BEACHES ON MAUI🌊🏖🐢🐳🐠 in the most requested Building #10 on the second...
❤️PiH❤️OCEAN WAVE★ Hilton Resort Pool & Waterslide Passes ★ Enjoy Bikes ★ Near Pool
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the Newly Remodeled Ocean Wave Villa, a part of our Hawaiian Luxury Collection. Ocean Wave at KaMilo is a wonderful new single-level 3 bedroom home. We pride ourselves on provide some of the most sought after...
Honl’s Beach Hideaway: Luxurious 2BR/2BA Oasis near Ali'i Drive!
Escape to paradise and experience the beauty of Hawaii's Big Island with a stay at Honl’s Beach Hideaway in Kailua Kona ! Nestled in the heart of a lush tropical oasis, this enchanting retreat offers the perfect blend of relaxation, adventure, and comfort. Located...
Full Ocean View 2 bedroom 2 bath Condo on the Kona Coast. Sea Village Unit 2204
Newly renovated Two Bedroom Two Bath Condo with Full Ocean View in Center of Complex on 2nd Floor on the Kona Coast. Corner UnitWifi equippedCeiling Fans Portable Air Conditioner in living roomEnjoy Dophins spinning and whale watching in season Washer and Dryer in...
Shores of Maui 215 - Dramatic Ocean Views, Steps to the Beach, Renovated, AC!
Fresh from a top-to-bottom renovation, Shores of Maui 215 is a beautifully updated one‑bedroom, one‑bath condo that blends modern design with relaxed island living. Perched on the top floor of the charming garden‑style complex, the unit showcases sweeping ocean views...
Heart of Waikiki! Lower Floor! Great Location! Washlet, AC, Wi-Fi, Kitchen!
Regency on Beachwalk #31 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 3rd-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...
J unit, PRIME 1 BR Ocean View, Golf Course Front, desirable CORNER UNIT J123
Prime ocean view, ground floor one bedroom/one bath Maui Condo Maui Eldorado Kaanapali J123 with unobstructed ocean and island views. Located in the heart of Kaanapali, 15 minute walk to Whaler's Village shops and restaurants, enjoy this bright corner 1 bedroom suite at...
Beautiful Oceanview - New Listing!
Oceanview! Waipouli Beach Resort F301 New Listing! Waipouli Beach Resort F301 is Newly Decorated with a Beautiful Oceanview from the Living Room, Master Bedroom and Balcony, a 1 Bedroom, 2 Bathroom Beautiful Condo at the Top Rated, 1st Class Waipouli Beachfront Resort &...
Cozy 2bd condo, steps from Kamaole III beach
Welcome to Maui Parkshore 413 — your tropical home away from home! This beautifully appointed 2-bedroom, 2-bathroom condo without A/C comfortably accommodates up to 6 guests. Just steps from the beach, Maui Parkshore 413 is the perfect base for your island getaway. The...
Hale Maluhia: 2 BR Hanalei Bay Beachfront Retreat
Experience paradise at Hale Maluhia, an exclusive beachfront home on the idyllic Hanalei Bay. Perfect for honeymooners or small groups seeking a luxurious escape, this stunning property offers unparalleled privacy within a gated enclave.Indulge in the epitome of comfort...
Ocean View/Access, Full Remodel 2BR/2BA/AC
One of the best remodeled units in the complex. Modern and fully furnished with everything you need. The unit has air conditioning in every room and individually controlled. Local restaurant on first floor. Sitting directly on the beach, only 3 miles from Wailea, and 9...
Serene Kamaole Sands Condo: Garden Views, King Bed, & Top Amenities in Kihei
Enjoy a serene escape on the lanai, listening to the tropical sounds and savoring your favorite beverages. The garden view, with the distant West Maui mountains and a glimpse of the ocean, provides a calming backdrop.The condo boasts a split air conditioning system,...
Kihei-Kamaole Sands Condo Life
Discover the Ultimate Island Escape: Exquisite Kamaole Sands Condo Steps from Maui's Pristine BeachesIndulge in the island getaway of a lifetime in our upscale condo, nestled within the Kamaole Sands Beach Resort (Building 8) in the vibrant heart of Kihei. Elegantly...
Includes 2 bicycles and beach gear! Waikoloa Colony Villas 1202
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 1202. Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Queen BedAdditional Bedding: Sleeper Sofa in...
🏖️Ocean and Golf Course Views | AC Included | Top Floor | vrKCV
vrKCV - Country Club Villas 318, Professionally Managed by Kona Coast VacationsYour Dream Hawaiian Vacation Awaits!Experience the ultimate island getaway at this beautifully remodeled and refurnished two-bedroom, two-bath condominium with an extended loft. Nestled along...