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.
April DEALS. Remodeled Modern Studio. Private Cabana. 5-Star Reviews.
All new CUSTOM: floors, walls, ceilings, designer kitchen and appliances, tile, countertops, large walk-in shower, bathroom, furnishings, linens. EVERYTHING is BRAND NEW for a modern updated look. The Eldorado staff has said this is the NICEST UNIT on the property.Unit...
Honolulu Studio w/ Ocean View: Parking Included!
Your dream island escape awaits at this Honolulu vacation rental! Located in the iconic Ilikai Hotel, this 1-bathroom studio boasts a beautiful interior, free parking, and access to the resort's pools and on-site restaurants. Sip your morning coffee on the balcony while...
Amazing Oceanfront Condo, Tropical Luxury, Great Value, 2 BR, 2 Bath
Our Ocean Front condo has been remodeled in an island-style with an asian touch. Enjoy Maui sand and surf just steps from the front of our complex. The steps to the beach have been washed away with high surf (10/30/19), so it is best to walk to the park about a block...
Ocean/Sunset View, Updated, Steps to Kamaole II & III beach, 150+ 5-star reviews
Maui Kamaole H105: Amazing Ocean View, Steps to the beach, Updated, 150+ 5-star reviews here and on Airbnb. Great location and rates. Weekly/Monthly Discount! Book it NOW!GORGEOUS, SPECTACULAR, DIRECT, UNOBSTRUCTED OCEAN & SUNSET VIEW, from the comfort of your own...
3 Bedroom Spacious Waikoloa Beach Resort
The Waikoloa Beach Resort is one of the most popular vacation destinations on the Big Island of Hawaii. Our Townhome offers everything you would need to enjoy your vacation directly within the resort. The Waikoloa Beach Resort is home of two championship golf courses,...
OCEANFRONT RESORT- $169/nt til Apr 18! Kihei Sands Beachfront Condos-A3
Escape the chill and trade it for warm Maui sunshine, Ocean views, and the chance to spot MAJESTIC WHALES right from our property! Your perfect Winter getaway starts here - and it's more affordable than ever with our NEW DROPPPED rates!!! We are ON THE WATER! You won't...
Anini Mauka - A/C, close to the beach TVNC #4328
Welcome to Anini Mauka!Permitted Vacation Rental Property - TVNC#4328. Transient vacation rental is located in the tsunami evacuation zone Welcome to Anini Mauka, this adorable Hawaiian house located just up the road from the pristine beach of Anini Beach, you'll find...
❤️PiH❤️STARFISH★Best Views in Kulalani★Elegance and Luxury ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Starfish House, a part of our Hawaiian Luxury Collection. The owners are the same as that of Sea Glass House at KaMilo which is one of our most elegant homes. Like Sea Glass and its best location in KaMilo,...
Oceanfront Corner unit Condo , Hawaiian Princess
The Hawaiian Princess is a condominium complex located 30 miles from the airport and about 45 minutes from the crowds of Waikiki .This Slice of Paradise is situated on a beautiful 1/2 mile quiet , natural sand beach. There is great snorkeling and breathtaking ocean and...
Maui Turtle Condo - Mahina Surf 204
Maui Turtle Condo - Ocean FrontCome and enjoy the beautiful ocean front Maui Turtle Condo at Mahina Surf. We are located on a sea turtle habitat. Turtle sightings are daily! Relax and watch sunsets paint the sky on the lanai where you may catch view of turtles swimming...
Romantic Oceanview Guesthouse. Steps from the Beach!
Just a two minute (75 yard) walk to beautiful Kailua Beach using our private beach access! Air conditioning and Wifi included. This lovely 'hawaiian-style' 700 square foot studio features vaulted ceilings, a large tiled bathroom and a kitchen, as well as beautiful wood...
Oceanfront with 2 Master Suites, Heated Pool, Fully Stocked, Amazing View!!!
If you like the sun, the beach, and a relaxing vacation this is the place for you!!! It's the perfect home away from home with everything you need! It has king-sized beds in both bedrooms, HDTVs everywhere, and a fully stocked kitchen including...
Ocean Front, Ground Level 1 Bedroom with King, Sleeps 4, with Cold AC
A one bedroom, King Size bed, with a Queen Sleeper couch and AC (2 Ductless Mini Splits on the walls in the Living Room and the Bedroom). Pono Kai resort with lots of amenities: Adjacent to Old Kapaa Town and Bike Path. https://ponokai.com • Weekly Island...
5 BR Hanalei Vacation Home - Walkable to Beach and Town - Sleeps 10
We've provided all the comforts of home on 'The Garden Island' of Kauai, one of the world's most spectacular settings. This charmingly furnished house with traditional Hawaiiana decor and lanais is surrounded by a lush tropical garden. The house is perfect for multiple...
Nihi Kai 203 Poipu Poolside - Ocean Views, w/AC
NIHI KAI 203 AT KOLOA KAI VACATION RENTALSPolynesian-Inspired Luxury in the Heart of PoipuWelcome to Nihi Kai 203, where the beauty of Kauai meets the comforts of modern living. This beautifully remodeled 2-bedroom, 2-bathroom condo offers a luxurious retreat with...
Kiahuna Plantation Ocean View Beautiful, REMODELED, Steps to the beach!
We are excited to share with you our remodeled Kiahuna Plantation Condo with new kitchen, bathroom, living room and more! Kiahuna Plantation is the perfect beach vacation getaway for young families, couples and active travelers. Located in beautiful Poipu on the...
Oceanfront townhome sleeps 6! Honokeana Cove #101
Welcome to Unit #101, Honokeana Cove’s only 3 bedroom 2.5 bath Townhouse! Sleeps 6. Two remodeled lanais with abundant seating give you an amazing view of a beautiful cove, filled with tropical fish and Honu (Hawaiian Sea Turtles) with expansive views of Napili Point...
Welcome to Konea 238, 2nd Floor, Great location, QUIET part of resort
Aloha and welcome to Maui!Our unit is in the Konea Tower #238We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos.The Honua Kai (HK) resort is located at the northern end of golden Ka'anapali...
Kihei Akahi C-519: Beautifully Renovated 2bd/2ba Garden View Condo
This two-bedroom, two-bath Maui vacation rental is located in the heart of Kihei and has access to many of the shops and restaurants local people love. The rattan furniture in the living room is cozy and inviting. The living room in this condo is wide open and sunlit,...
Sleeps 10 guests in Waikoloa Village
This beautiful home is conveniently located close to the best beaches and golf courses on the island. Restaurants for dining, family-friendly activities, a great jumping off point to access all locations on the island. Grocery stores, shopping, gas stations etc. are...
Charming Tropical Hideaway, Best Snorkeling, Pool, Hot Tub
Tropical Hideaway is a charming Hawaii-style downstairs studio apartment in a lush garden setting, with ocean and sunset views, plus a chemical-free swimming pool with waterfall and private hot tub. Tropical Hideaway is just a three minute drive from fabulous...
Kona Hawaii Oceanfront Vacation Rental- NO FEE FOR AIR CONDITIONING
KANALOA at KONA #2604Kona's premier condominium complexSuperbly situated on the glittering ocean's edge on one side and the Kona Country club golf course on the other side, this upper-level condominium unit is minutes from the village of Kailua-Kona. You'll enjoy...
Bamboo Beach Studio in Poipu with Ocean View
Property TMK # 2-6-005-022-0091Come and Experience Kauai's Sunny South Shore and Beautiful Beaches. Towering Eucalyptus Trees form the Famous Arch known as The Tunnel of Trees as it Welcomes our Visitors and Marks the Official Entrance into Koloa & Poipu. The Seaview at...
Spectacular Condo: 2BR/2BA Oceanfront
This VERY NICE irresistible, 2 bedroom, 2 bath condo is our home away from home for a portion of the Winter. It is on the water and has a stunning ocean front view. The unit has been newly painted and updated. The freshly updated kitchen includes new cherry cabinets;...
Wailea Elua Top Floor 2 Bdrm/2 Bath Oceanview Unit - 1 min walk to Ulua Beach
6th night free! discounts applied when booked. offer good until Dec 15th, 2025.Roomy and relaxing top floor 2 bedroom + 2 full bathroom vacation condominium steps to the beach and pools with convenient parking. Recent upgrades make this a welcome vacation-home where,...
Esteemed Kapalua resort, spacious 1bd villa
Kapalua Golf Villas 15T 7&8 is a 1-bedroom, 2-bathroom villa that can accommodate up to 4 guests and offers views of the Kapalua Bay Course and partial ocean views. The kitchen is fully equipped and open to the living room. For additional seating, there is a dining...
Charming Oceanfront Home on Ali'i Drive
Located on a quiet oceanfront property just south of commercial Kona, this two-bedroom two-bath vintage cottage boasts a large covered lanai, classic Hawaiiana furnishings and a grassy yard with parking. With one queen bed and three twins, it’s ideal for a small to...
Our family Maui Condo..A home away from home.
Our 2 bedroom – 2 bath condo is just across the street from two of Maui’s best south shore beaches (Charley Young and Kamaole 1). Charley Young beach has awesome volcanic rock formations, and there are restrooms and lifeguards stationed just down the beach at...
Lae Nani 423, Stunning Oceanfront View, Newly Remodeled In Tasteful Island Decor
Our ocean front condo has been recently remodeled with all new furniture, kitchen appliances & countertops, Smart TV, window coverings and a new comfy king size bed. From inside our unit and from our lanai, we have a wonderful view of the ocean and the beach area, and...
Contemporary condo with coastal decor
Maui Vista 2414 is a 2-bedroom, 2-bathroom condo offering partial ocean views and air-conditioning. Located on the fourth floor, the spacious condo accommodates up to 6 guests, featuring a Queen-sized bed in the master bedroom, a King-sized bed in the guest bedroom, and...
2 Bed Townhome - Nihilani at Princeville Resort
The award winning Nihilani at Princeville Resort is a spectacular newer condo community, beautifully landscaped and artfully designed. This spacious, two bedroom, two bath 1,400-square-foot home is close to the lovely pool that includes a jacuzzi and large covered BBQ...
The Special Occasion Suite
The DREAM VACATION awaits You in this RICHLY DESIGNED Ground Floor Suite...ELEGANTLY APPOINTED with Travertine Floors and DETAILED to Perfection. The Spacious Floor Plan includes a Private Patio and Expansive Tropical Garden Courtyard. The Fully Equipped Kitchen is a...
Kona Kai Hale – Oceanfront Elegance in Kailua-Kona
Welcome to "Kona Kai Hale" – a breathtaking oceanfront sanctuary where the serenity of the Hawaiian coast meets sophisticated, modern living. Nestled in a private, secure, gated community near the historic Kona Village, this remarkable home offers both a tranquil...
NEW - Paddler's Inn 3BR Hilo
Welcome to the Paddler`s Inn! Fully furnished and Brand New Equipped with everything you need to have a great stay in Hilo Town! This is a 3BR home with an office which allows you to sleep comfortable and get all your work done as well. Kitchen and Bathroom are brand...
Maui Kamaole K206: Luxe Tropical Oasis with Mountain View Walk to Beach
Immerse in Maui Kamaole's quiet corner condo, graced with stunning West Maui Mountain views. This peaceful retreat offers A/C, an in-unit washer/dryer, a fully stocked kitchen, and beach gear. Relish the sunrise and sunset, accompanied by birdsong from three lanais. The...
POIPU OCEAN-FRONT CONDO, CAR avail, SUN, SURF, FISH, SNORKEL, COLD A/C!
Free Parking - 2 Elevators - No Resort Fees - Free Wifi Rental car available, at an extra charge, for guest use!Along with great location, you also enjoy a full East view of the Ocean from your own private lanai! You can get a glimpse of whales, turtles and other ocean...
Beachfront Resort - Ground Floor - Corner Unit - Steps to the Beach-Pool-Spa!
This ground-floor, corner-unit condo is located steps from the pool area and steps from the beach! It’s shaded in the afternoon and has privacy hedges, making the lanai very enjoyable.As a larger corner unit, it features 2 closets for extra storage and a desk space...
Hale Emmalani 311, Lovely Views, A/C & Pool
***DISCLOSURE 8/25/25: Please note that Emmalani Court will be undergoing a large-scale construction project fromSeptember 02, 2025 through approximately April 01, 2026• Construction activity may occur Monday–Friday, between 8:00am–5:00pm.• Guests may experience...
Air Conditioned Beautiful and spacious 3 Bedroom Condo on Kauai's North Shore
Nihilani 18B is in a lovely plantation style 2 story town-home located in a private and tranquil environment. This convenient Princeville location is walking distance to the golf course, and near beaches, tennis courts, walking paths, shops, and restaurants. This...
Sapphire Lotus~Ocean Front~A/C~Pool~BBQ
Absolutely captivating from the moment you step inside... the Ocean View is undeniably impressive from this edge of the Ocean Bluff location. After being taken aback by the view your attention will settle on the fine details inside this modern, high-end, gem. From the...
Nihi Kai #602 - Beautiful Garden View; Just Minutes to the Beach!
Welcome back to paradise!!Rates shown in Sept and Oct reflect the 20% discount.This beautiful 2-bedroom 2-bath home is located at Nihi Kai Villas, one of the nicest resorts on Kauai's south shore. Beautifully decorated, immaculately maintained, and offering one of the...
Alii Drive Kailua-Kona's Best Location!
Right in the heart of Kailua-Kona on Alii Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawaii's sun. Walk to Hugo's for...
Welcome to our small piece of paradise on the island of Maui!
Welcome to our Maui condo at the Shores of Maui, a small, low-rise (fifty unit) condominium complex with spectacular direct ocean views of South Maui’s best surfing beach, Cove Park Beach and Molokini Crater, a popular snorkeling and diving destination. Just steps...
Spectacular OceanFront Menehune Shores 412
Hawaii Life Vacations presents a stunning new addition to our Hotel Collection. This oceanfront 1 bd / 1 ba condo was recently remodeled and offers a private lanai overlooking the beach just steps away.Take a dip in the heated pool, or enjoy long walks and a swim at the...
Luxury Home, A/C, Heated Pool, Gourmet Kitchen, 4BR 6 Bath, 3 Master Suites.
The perfect oasis for your family to enjoy when visiting the magical island of Kauai. This exceptional villa boasts a large heated pool nestled on a quiet street in the beautiful Kiahuna Golf Village, close to beaches restaurants and shopping. This 3700 square foot...
Hale Makamaka ~ Beachfront.HotTub.Pool.GameRm! INQUIRE & make offer for stay.
***This property is a legally established dwelling that only accepts one reservation in a period of 30 consecutive days or more. Guests are NOT expected or required to remain in residence for the full 30 days (calendar will be blocked for 30 days which will include the...
Hali'i Kai, large 2-story condo, sleeps 8, Coconut Grove.
Aloha and welcome to our stunning 2-Story Retreat: Upgraded townhome with Breathtaking Mauna Kea Mountain Views, Steps to Coconut Grove, Lanai Dining, and a Private Primary Bedroom with its Own Lanai! Enjoy Hali’i Kai Resorts' saltwater pool and stunning ocean...
Charming 2 Bedroom Cottage Walking Distance from Volcano Village
Kaluhe Cottage is conveniently located in the heart of Volcano Village. Secluded among the ohia trees, this two bedroom one bath home is cozy & clean. Both forest view bedrooms have comfortable queen size beds. There is an early Sunday Farmer's Market where you can get...
Maui condo: Steps to one of the nicest beaches on the island!
Beautifully updated condo with partial, panoramic Ocean View! Upstairs master bedroom has island style King bed and furniture. Kitchen was updated in 2018, including all stainless steel appliances. Master bath has walk-in tiled shower, vanity and granite top. Downstairs...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Amazing 3-Bedroom Condo with Beach Gear! HKK-449
Honua Kai villa with spa-inspired bathrooms, lanai with pool and ocean views, luxury seating, and resort pools. Maui vacation rental on Kaanapali Beach.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and...