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.
Summer SPECIAL 158 / night. QUIET! PRIVATE! POOL! GOLF! SHOPPING! RESTAURANTS!
You'll absolutely love this charming, quiet 2 bedroom fully furnished condo. It has all the amenities of home plus! This beautiful condo has an upgraded kitchen with granite counters, beautiful dark cabinets, refrigerator, new dishwasher, range and microwave. There is...
Sugar Beach 133: 1 Br Ground Fl Condo is Steps from the Beach, in N. Kihei
Relax on your ground floor lanai (patio) while gazing out to the Pacific Ocean. Take a step off your lanai, onto the well-manicured lawn, then a few steps away you will be on the beach with sand between your toes. The warm Pacific Ocean awaits. You are in the ultimate...
Hanalei Bay Resort Ocean Front! Unobstructed Ocean & Moountain View 8231
HBR is a 5 Star Resort and is widely regarded as one of the nicest places to stay on Kauai. 8231 is ideally situated in the Plumeria building on the "point" of this 22 acre Resort giving you spectacular views! This Hotel Room has some of the best views in all of Kauai....
Kona Alii 304: Tropical Oceanfront Condo w/ Shared Pool in Downtown Kona
Set directly along Kailua-Kona’s iconic Ali‘i Drive, Kona Alii 304 is a newly upgraded 1-bedroom, 2-bath vacation condo that pairs sweeping ocean views with walkable convenience. From its private lanai overlooking the coastline to a prime location steps from dining,...
Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223
Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several upgrades including new...
Top Floor Condo, Mountain & Golf Views
Welcome to your Hawaiian retreat - a relaxing condo set in Waikoloa Beach Resort, perfect for families or friends to unwind and explore:- Sleeps 6 | 2 bedrooms | 4 beds | 2 baths- Heated outdoor pool, hot tub & gym- Private lanai w/ golf course views- Fully equipped...
Waikiki Grand Across from Waikiki Beach & Zoo in the heart of Waikiki!
Aloha! Newly renovated and updated! Located in the heart of Waikiki, come and relax on the Waikiki beach which is just across the street. Shop at the best stores in the world. Eat at some of the best restaurants in the world. Go to the zoo, take a romantic stroll down...
KBM Resorts | FREE CAR | Wailea Elua | 2-Bedroom Condo Condo with Luxury Amenities! WEV-2009
Elegant 2-bedroom condo in Wailea Elua Village with ocean views, central A/C, full kitchen, lanai, and resort amenities including a beachfront pool-perfect for a serene and luxurious Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Huge Studio Unit with Lagoon View #730
Spacious studio with a folding door to separate the main bedroom area from the living area.Enjoy the Friday night fireworks from your lanai! You can walk to Ala Moana Beach Park, the Hawaii Convention Center, and Ala Moana Center, the largest open-air shopping center in...
On Hawaii Time in Makaha Valley
Relax and enjoy the North West side of Oahu. While Hawaii is known as the gathering place, Makaha Valley allows you the space to "just be". Our getaway place is located in a 24 hr secure guarded gated property, a non-smoking property, just a little over a mile from...
Waterfall House | 4 Bed, 3.5 Bath
Beautiful high-end home with views directly to the ocean below. Have your own private retreat within a secure, gated community in an expansive open home. Stay in perhaps one of the most unique homes in Hawaii where it rains into the house, filling the entry waterway....
9th Floor Studio Apt, Full kitchen & Insane views!
We look forward to hosting you and your family or friends in our dreamy, fully updated and comfortable studio with insane Ocean & Bay views.The Studio offers a Queen bed and a double pullout sleeper sofa/futon.The beautifully remodeled full kitchen has bespoke hand...
Fairways at Ko Olina 18C: Elegant Condo on Golf Course
Fairways at Ko Olina 18C welcomes you with the ease of ground-floor living and serene fairway views in one of Oahu’s most sought-after resort communities. Recently remodeled, this 2-bedroom, 2-bath condo blends comfort, convenience, and access to the best of Ko Olina,...
MRR Presents Kaanapali Ali'i 272 - Remodeled 7th Floor Corner 2BR w/ Partial Ocean AND Mountain Views!
Beautifully remodeled, suite 272 boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains from its 7th-floor vantage point. A highly sought after corner location provides a large living room picture window to invite in the gorgeous...
Luxuary Modern Ocean View Condo! 1 Block from Beach!
Luxury modern Ocean View from 29th floor! 1 Block from Waikiki Beach! Free Parking & WIFI!Great location! Only 1 block from the world-famous Waikiki Beach.This unit is in Waikiki Banyan 2910 at Tower-II.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ...
NEW 5BR Oceanfront Home with Hot Tub & Theatre
Experience Authentic Hawaiian Beachfront LivingWelcome to our stunning beachfront home with direct access to a beautiful, locally-loved beach. This spacious 4-bedroom 3-bathroom home comfortably sleeps 12 guests, offering the perfect setting for large family gatherings...
Surf and Golf Condo - Beach, Golf Course Views!
Best Value at Turtle Bay – Stunning Golf & Ocean ViewsWelcome to your tropical home away from home at Kuilima Estates, located on Oahu’s legendary North Shore at Turtle Bay Resort. This privately-owned, two-level condo offers the perfect blend of comfort,...
Turtle Bay Sea Shells - Kuilima Estates West
Ground Floor Unit. (Stairs from parking lot and down into unit.) Really cute unit with Hawaiian décor and tasteful artwork. Window Air Conditioning in both bedroom and living room keeps the unit cool and comfortable. Comfortable California king bed. 42" flat-screen TV....
Waikomo Stream Villas 503 with Free PBAC membership
WAIKOMO STREAM VILLAS 503 AT KOLOA KAI VACATION RENTALSTropical Tranquility Meets Modern ComfortNestled in the lush gardens of Waikomo Stream Villas, this one-bedroom retreat is your perfect home away from home. Located in the heart of Poipu Beach, this property is just...
B10: 1 bedroom, 3rd floor, oceanview
This private top floor unit with a beautiful ocean view has recently been completely redesigned by a luxury resort designer. This 2010 complete upgrade will inspire the sense of tranquility and relaxation. The unit has all new appliances and furnishing. Gorgeous new...
Oceanfront sixth-floor condo w/water views, balcony, washer/dryer, shared pool
Valley Isle Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Let this family-friendly, sixth-floor condo wow you the moment you step inside–you'll experience the beach...
29th Floor Waikiki Banyan, Full Kitchen and Free Parking
Waikiki fully furnished one bedroom condo located on the 29th floor of the popular 'Waikiki Banyan Hotel'. The condo has a full kitchen and a lanai with partial ocean and Diamond Head views. There is Free wifi, flatscreen cable tv, ac, local call phone, and garage...
17th floor cozy 1BDR facing Ala Wai Yacht Harbor with full kitchen, a balcony
As you step inside, the natural light coming through a floor to ceiling exit to the balcony will please your eyes. On your right, there is a fully equipped kitchen to cook your favorite goodies while your friends/family are making you a company sitting at the counter...
Pali Ke Kua 201, Newly renovated - 4/1/2025 ... Spectacular Oceanfront
Make yourself at home in the islands ... Welcome to Pali Ke Kua 201. Perched on a bluff overlooking the ocean, this stunning corner unit features 270-degree breathtaking views of Bali Hai, mountain waterfalls and expansive ocean vistas. With windows on three sides of...
The Shores, quiet, upgraded condo, large lanai w/ garden area and lawn
The Shores at Waikoloa is the place for your Big Island vacation! We are located close to Anaehoomalu Bay for easy access to the sandy beach. The nearby Hilton Waikoloa Village and Waikoloa Beach Marriott both offer luau's and restaurants. Various shops and restaurants...
Kihei Akahi Condo w/ Shared Pool, Shared Grill-Swim, Surf, and More
Kihei Akahi C515Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Kuhio Village 810A KING Studio, Waikiki Ocean View!
Kuhio Village 810A KING Studio, Waikiki Ocean View!Ocean view form Balcony! RE-DECORATED with Linens & Artwork. Free WiFi!! NEW Air conditioner, NEW refrigerator! Enjoy this studio with plenty of sleeping room in a KING bed! Cable TV is available on large 40" flat...
Cozy 1-bedroom condo with WiFi, AC in serene Kahuku - Kuilima Estates East
Discover the beauty of Kahuku from this marvelous 1-bedroom condo. This adorable property features a cozy living room with a sofa bed, perfect for extra guests. Enjoy the peaceful atmosphere and unwind in the king bed after a day of exploring. With amenities like WiFi,...
Ocean views, pool, spa, and golf course nearby - Your Perfect Maui getaway.
Views of the ocean, a relaxing pool and spa, and a tropical landscape that is within minutes of beautiful sandy beaches make Wailea Grand Champions #122 the perfect home base for your island vacation. Abutting the fairways of the award-winning Wailea Blue Golf Course,...
Molokai Shores 303
Families love loft and bedroom privacy in this homey suite an arm’s length from the beautiful Pacific. Dine “at home” on meals prepped in the open kitchen with breakfast bar. Other touches include a furnished lanai, ceiling fans and flat screen TV. Sleeps 2 in 1...
Deluxe Waikiki Condo Pool View FREE Parking & Wi-Fi by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 701 Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free Parking The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck...
Contemporary 1 BDRM Condo at the Four Paddle w/ Laundry, AC, & FREE Parking!
Warm greetings from beautiful Waikiki! We are thrilled to offer you the opportunity to stay at the stunning Four Paddle property, expertly managed by the dedicated team at Happy Vacations. You'll love the convenient location just across the street from the luxurious...
Large 2BDR/2BA 3rd floor condo overlooking a private snorkel beach
Immerse yourself in the breathtaking views of this luxurious 1062 square foot 2 bedroom 2 bathroom condo located on the Makena coast of Hawaii. The primary bedroom features a luxurious king-sized bed that is perfect for winding down after your days of exploration and...
Go Back In Time To The Real Hawaii And The Ultimate Getaway.
Beautiful ocean views surround you in this romantic cottage on a secluded, white, sandy beach. Relax in comfort and listen to the waves gently breaking on a distant reef. Sunrises and moonrises on the horizon will surprise and amaze you. This cozy 500 sq. ft. beachfront...
2Bed/2Bath Phenominal rate! Pool+Spa! 20% off Apr
Keep your eye open for last minute discounts!Experience the Magic of Maui at Paki Maui!Imagine waking up to breathtaking panoramic views spanning the Auau Channel and the neighboring island of Molokai. From your private lanai, you can watch turtles gracefully feeding on...
KONA PACIFIC CONDO--Walking distance to town, near amenities!
Experience Kona as you stay at our Kona Pacific Condo, located minutes from town, and many amenities. The condo sleeps up to 4, is fully equipped and turnkey, hoping to make your stay comfortable. No car is necessary if you are planning to stay in Historic Kailua...
Perfect Princeville Getaway with Hot Tub & Views!
Discover the very best of Kauai from the comfort & convenience of this luxe private retreat! Situated in the heart of Princeville just minutes from Hanalei Bay, step outside to enjoy Bali Hai views and all of the world-class beaches, surf spots, resorts & outdoor...
Tranquil studio with amazing ocean views
Pohailani 112 is a charming studio nestled within a serene oceanfront setting and welcomes up to 4 guests to experience the essence of island living. Inside, discover a haven of comfort and convenience thoughtfully curated to enhance your stay. A sumptuous King-size...
Waikoloa Hills Getaway - 2bd/2bath
This Beautiful 2 bedroom, 2 bathroom, 2 story condo is located across the street from the Waikoloa Village Golf Course (Robert Trent Jones Jr design). Waikoloa Hills is a small residential complex at 1000 ft elevation which provides cooler temperatures and tranquil...
Private Single-Story Shores Golf Villa 19 - Studio
Summary:This hotel-style studio is located in the heart of the Waikoloa Beach Resort, right across the shared BBQ and swimming pool area. The Waikoloa Beach Resort features luscious greenery, koi ponds, a shared swimming pool, fitness room, and BBQ stations to enjoy....
Spacious 4BR Kapalua Villa Best Views in Golf Villas
This is a legally permitted vacation rental according to the County of Maui ordinances.Ocean Views, Luxury Comfort, and Endless Aloha at Kapalua Golf Villas E Komo Mai (Welcome) to your Hawaiian sanctuary at the luxurious Kapalua Golf Villas. Imagine waking up to the...
Koa Resort 4F- One of a kind! Three bedroom three bath and updated!
A rare find! Three bedrooms and three baths and two levels make for plenty of space in this apartment. The first floor has a master bedroom-bath suite with a king bed; the second bedroom has two twin beds, and there is a kitchen and dining and living area which open...
Tropical island condo with pool, hot tub, beach access, grills, & private lanai
Plantation Hale D10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a dreamy island retreat at this Plantation Hale condo. A pristine property, Plantation Hale offers...
Tropical Family Pick w/Kitchen Ease, Free WiFi, Washer/Dryer–Waikīkī Shore 318
This ultra spacious deluxe two-bedroom one-bathroom suite offers expansive views of Fort Derussy Park from your furnished lanai. From the view to the island-style furnishings, you’ll feel like you’re in Hawaii from the moment you step into this suite! Enjoy a full...
Royal Moana Condo Steps to the Beach & Restaurants w/Full Kitchen & Bbq Grill
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Royal Moana is one of the best values in Waikiki and ranks among the highest in guest satisfaction! Now...
Waiulaula Villa 322-Beautiful 3bd home w/Private Pool/Hot Tub, sleeps 7!
Spacious home in the Uplands at Mauna Kea Resort with ocean views and a private pool and hot tub. Perfect for families and groups, this well-designed paired home offers two master suites and a private backyard/pool deck above the Mauna Kea golf fairways. Enjoy views of...
Kiahuna Plantation Renovated 1br, Private Lanai, AC 411
PROPERTY DESCRIPTIONWelcome to Sunny Poipu Beach! This upgraded Kiahuna Plantation leaves nothing to be desired! This second floor unit overlooks the lawn with tropical plants and complete privacy. This is unit # 411 in building 41. GREAT LOCATION! Relax out on the...
Maui Resort Rentals: Honua Kai - 6th Floor 3 Bedroom, Ocean AND West Maui Mountain Views!
This tandem package combines one of our best 2 bedroom full ocean view suites with a 1 bedroom partial ocean view suite located directly across the hall. The 2 bedroom boasts fantastic views of the Pacific Ocean and the lush interior courtyard and the 1 bedroom delivers...
Oceanfront MB202 - Ma'alaea Maui Condo with Spectacular Ocean Views; 1BR/1BA
** Summer 2025 Discount Rates - Book Now! **Charming Ma’alaea Banyans 202 is a fully equipped condominium located in a serene resort with 180-degree ocean views. The bedroom boasts a queen-sized bed while the living room has a sofa sleeper, making it an ideal...
Waikiki Marina-Front Condo! Ocean & Fireworks View, Central AC, Full Kitchen!
Ilikai Marina #386 – 1765 Ala Moana Blvd.Enjoy spectacular sunsets and beautiful ocean and Ala Wai Yacht Harbor views from this conveniently located one-bedroom condo (651 sqft plus small lanai). 3 Adults, OR 2 Adults+2 Children max.CONSTRUCTION NOTICE: Due to...