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.
KULALANI 904 ~ SPECIAL RATES & DINE ON US LAVA LAVA BEACH CLUB!!
$350/NT+TAX SPECIAL PLUS $100 LAVA LAVA BEACH CLUB CARDS FOR A LIMITED TIME!UNBELIEVABLE SPACIOUS TOWNHOME ILLUMINATED WITH A WALL OF NATURAL LIGHT!Kulalani 904 is one of the newest homes developed within the resort. At a whopping 2673 square feet, this two story...
Stunning Oceanview Villa w/Spacious Lanai, AC, Shared Pool & Spa: Kumulani (I-4)
Experience the magic of the Big Island in this luxurious 2 bedroom, 2 bath Mauna Kea Resort property, nestled above the Pacific in the gated Kumulani (“base of the sky”) community. A bright upper corner unit, Kumulani i4 has an open floor plan joining the kitchen,...
Holiday Sale! Turtle Bay Villas 201 by Gather: Beachfront w/ Shared Pool, Spa/AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience ultimate Hawaiian getaway luxury at our 2nd-level, recently refurbished Villa 201. Boasting the closest proximity to...
Ocean And Mountain Views
Panoramic view of the ocean and the mountains, this beautifully furnished condo has all the amenities you're looking for. This condo is just a three minute walk to Kamaole Beach 1 where you'll enjoy snorkeling, boogie boarding, paddle boarding or just relaxing in the...
Wailea Elua Village 804 - 3 Bedroom Ocean View Condo
The Wailea Elua 804 vacation rental is a true gem nestled within the picturesque Wailea resort community on the island of Maui. From the moment you step inside this stunning, 1,700-square-foot condo, you\'re enveloped in a sense of luxury and tranquility. The...
Fabulous Kona Reef Resort Ocean Front - Penthouse Floor - 2 BR/2 BA Condo
This fully air-conditioned beautiful oceanfront corner unit is less than 30 feet from the water's edge. Enjoy spectacular sunsets from your large lanai, watch the surfers, para-sailers, boogie boarders, playful dolphins, turtles, whales and passing cruise ships.Fall...
Oceanfront Luxurious Kona Condo at Kanaloa with 2 king beds
Kanaloa at Kona is a premier vacation condo location in Kona Hawaii. The complex is nestled into a residential neighborhood away from traffic and other condos or hotels. Kanaloa is exceptionally beautiful with abundant space and tropical landscaping around and between...
Maui Vista Top floor 2-bed condo in central South Kihei Walk to shops and beach
Aloha, A beautifully renovated top floor 2 bed 2 bath, with vaulted ceilings and fantastic amenities. The unit faces Maalaea Bay and the West Maui Mountain. Elevator access to the unit makes it very convenient for all ages; parking is free, no resort fees.Building 3 is...
Turtle Bay Condo- Kuilima Estates
Ground floor end unit, located on the 18th hole of the world re-nowned Turtle Bay resort! King sized bed in bedroom, 1 queen Murphy bed and 1 queen sofa bed in living room. AC in both bedroom and living room. Screened-in lanai. A nice walk away Turtle bay resort, coved...
Spring Savings! Save 15% thru 5/31/25 - Stunning Ocean Views, Steps to the Beach
The perfect Maui getaway! Enjoy breathtaking ocean views from every room except the bathrooms in this beautifully upgraded unit. It features granite countertops, stainless steel appliances, and a fully stocked kitchen. With central AC, an in-unit washer and dryer, and a...
MRR Presents Kaanapali Ali'i 292 - Renovated 9th Floor Corner 2BR w/ Partial Ocean AND Mountain Views!
Boasting stunning partial ocean views in addition to lush vistas of the West Maui Mountains, this luxurious fully renovated 2BR/2BA 9th-floor suite features a highly sought after corner location nestled high above the palms. The space is further elevated by its upgraded...
Whales, Beaches and Sunsets! Come enjoy Maui's most exclusive resorts.
Aloha, Enjoy stunning panoramic ocean views and just steps from the beach, pools and spas. Watch sunsets from the lounge chairs on the lanai or from the living and dining room! Our 1600 sq. ft. condo features 2 bedrooms with ensuite bathrooms, king size beds and refined...
Top-Floor Ocean View Resort 2BR +Beach +A/C +Pool
║ Stay at Hale i Lani – Your “Home in Heaven” at Hanalei Bay Resort ║♥ Recently updated top-floor 2-bedroom, 2-bathroom condo♥ Amazing ocean & mountain views from your two private lanais♥ Direct beach access to Puʻu Poa Beach♥ A/C in every room ♥...
Makahuena 2102 by Destination Kauai with A/C
E Komo Mai, Welcome to The Makahuena 2102!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This spacious 3BR/2BA ocean view condo has over 1,300 sqft...
Maui Resort Rentals: Honua Kai Hokulani 404, Luxurious 3BR w/ Stunning Ocean & Mountain Views!
Located only one stack back from oceanfront in the closest column to the ocean at the entire resort, this luxurious 3BR/3BA residence boasts stunning ocean views that extend deep into the home’s living area, as well as vistas of the West Maui Mountains. Enjoy a...
Newest Unit * Modern Coastal Luxury Meets Maui *
Aloha! We welcome you to enjoy your newest Maui vacation rental in Kaanapali Beach Resort at the Maui Eldorado Kaanapali H105. Elevated California coastal design meets Maui in this newly designer decorated 1 bedroom vacation condo - perfect for a couple, or a family up...
Maui Summer 2025 -June 15-22 Studio IV & 2bd Oceanview July 12-19 sleeps 8
I have pre-reserved with Westin available to rent. For Winter Jan 5-12 (2bdrm Resort View at Westin Nanea. Feb 20-27 I have a Studio Island view. For Spring Break 2026 I have a Studio OV for March 20-27 2026 & one bedroom villa Island view for Easter Week April 4-11....
Cottage with Private Salt Water Pool
30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...
Wailea Beach Villas PH411 - 2 Bedroom Ocean View Penthouse
Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean and the manicured tropical landscaping, Wailea Beach Villas Penthouse 411 leaves no stone unturned in the pursuit of...
2 Suite Partial Ocean View Villa - Sunsets, Serenity, Beach runs!
Take a deep breath and relax in our fully stocked villa with all the beach, kitchen, laundry, grill and bathroom amenities taken care of. Enjoy your down time with the birds and breeze on our secluded lanai without a car, road or parking lot in sight.We're in Hali'i Kai...
BIG ISLAND PARADISE-private lanai -pool/spa/low golf rates/access to #1 beaches
Beautifully situated above the Pacific Ocean and Mauna Kea and Hapuna Prince Resorts, at the base of the Kohala Mountains is the setting for your dream vacation on the Big Island of Hawaii. This new 3-bedroom, 3.25-bathroom Villa at the Wai’ula’ula Complex is...
Ko Olina Beach Villas B602 by Gather: Beachfront Villa w/ Sensational Views
Discover Ko Olina Beach Villas B602, a Welcoming RetreatNestled in the charming community of Kapolei, HI, Ko Olina Beach Villas B602 offers a refreshing ocean view from its inviting lanai. With a generous 1,140 square feet of interior space, this beautifully appointed...
RK 301 Remodeled OceanFront 2BD w Pool and AC
Royal Kahana 301 Spacious & Beautifully Remodeled 2BR With Gorgeous Ocean View FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour,...
Beautiful Luxury Oceanfront Condo-Grnd Floor, Great View, A/C, Wi-Fi, BDRM View
Enjoy cool island breezes, breathtaking ocean views, and whale watching in a fully re-modeled ground floor condo by the ocean. The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout...
Luxurious Condo with Absolute Best Ocean Views in Kapalua
Visit Paradise on Earth...This privately owned and totally remodeled vacation condominium is located in west Maui's Kapalua Resort. This premier property has the absolute best views of any Kapalua villa in the resort. This updated unit is first class luxury. It has...
Hale Lani – Heavenly Lanikai Hillside Luxury
Perched on the northern shores of Oahu in Lanikai, Hale Lani lives up to its name as a true "house in the heavens." This hillside retreat blends sweeping ocean views, open-air design, and effortless island living into a one-of-a-kind vacation home. With 3 bedrooms, 4...
Kona Alii#407: Stunning Corner Unit in the Heart of Kona
Welcome to your perfect getaway at Kona Ali’i, located in the vibrant heart of Kona town. This newly furnished 1-bedroom, 2-full bathrooms (yes, 2 full bathrooms!) corner unit on the 4th floor offers a blend of comfort and convenience, ideal for both relaxation and...
Private gated home with 300 Foot private beach front, beach toys and much more!
The Maui Beach House is a two story private beach retreat on a calm and private bay. It is a place of unmatched peace, I tranquility, beauty. This idyllic beach house features wide ocean views from all rooms with a total of over 4,000 square feet. of interior and deck...
Marriott Waiohai Beach Resort - On The Beach- Family Friendly
Escape to the beauty of Kauai and indulge in luxury at this premium Marriott property in Hawaii. With direct access to Poipu Beach and a wealth of amenities, the resort promises an unforgettable Hawaiian experience. Conveniently situated within walking distance of Poipu...
Oceanfront living - Floor to Ceiling wall of glass
Enjoy oceanfront condo living with all the amenities and added comforts of home. Included is an in-unit washer/dryer, full kitchen, reserved parking space, beach and snorkeling gear, WiFi, cable TV, and A/C. Experience one of the BEST unobstructed ocean views and wake...
Tropical Vibes & Sunset Skies
This peaceful Kaua’i home is filled with vibrant paintings inside and tropical gardens outside. A personal gallery of locally curated paintings. Truly, a one-of-a-kind experience. Explore the island and return to this quiet and very comfortable home. Vaulted ceilings...
Amazing Oceanview Beachfront Getaway Close to Everything!
Aloha! If you are looking to get away from it all but still be close to everything that Maui has to offer, look no further! Our owner-hosted (no dealing with unresponsive property managers) beachfront 4th-floor condo makes you feel far from it all yet is minutes away...
Wailea Ekahi Village 7B - 1 Bedroom Garden View Condo
Wailea Ekahi 7B is a beautifully appointed vacation rental located within the serene Wailea Ekahi Village. This spacious one-bedroom, two-bathroom condo offers a perfect blend of comfort and luxury. The interior of Wailea Ekahi 7B features a contemporary design with...
Hawaiian-style garden courtyard setting across the street from the beach!
This is an end unit on the first floor at the back of the resort complex. You can enjoy the lush gardens and tropical breezes from the spacious lanai. The newly renovated condo has a primary bedroom that includes a king size bed. The main living space contains a wall...
❤️Luxury 2 BD Condo at Honua Kai Resort on the Beach ❤️
1 Bed & Den (Like a 2 BED), Sleeps 6, Large Lanai, Huge bath with Soaker Tub & Separate shower MauiRentalCondos Aloha! Welcome to Paradise! Important: Although this is a privately owned vacation rental home this complex is zoned "Hotel" so not part of any potential...
<br>🐳Whale Season is Here🐋<br>Book Now!
Aloha 🌺 Thankyou for your inquiry,Its a timeshare so multiple units avail so if you see the calendar is blocked inquire anyway👍🏻 We may have another option!These resorts are amazing 🥰 with Heavenly Beds! Heavenly comforters and Bath Products:) Each Studio...
Alii Villas #332 On Ocean Fantastic View. Watch Dolphins, boats and canoes go by
Come enjoy a fabulous time in an ocean front property in Kailua-Kona Hawaii. This unit is a 2 bedroom, 2 bath home at a premier location at Ali'i Villas. The décor of this unit has been done in cool coastal and has just been remodeled top to bottom. Shoji screens can...
SUNSETYARDS ON SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.
SUNSETYARDS BEACH HOUSE ON SUNSET POINT. .. this lovely 2-bedroom house offers breathtaking ocean vistas and serene natural scenery that make it ideal for a tropical escape. Nestled just a 7-minute drive from the renowned Banzai Pipeline and a 15-minute drive from the...
20FT WALK TO BEACH/ OCEAN VIEWS/BOOK 7 NIGHTS & GET THE 8TH NIGHT FREE
This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promo: Book 7 Nights and you will receive the 8th Night Complimentary (dates may vary based on the season).We have a dedicated...
Spectacular views from this newly remodeled direct oceanfront 2bd/2bth unit.
The building is about 300 feet from the sand which makes it perfect for water sports or nice walks on the beach. The updated kitchen has plenty of counter and cupboard space and is open to the dining area The side view from the dining area overlooks a waterway, upscale...
Incredible Direct Oceanfront Views on Kaanapali Beach!
Direct oceanfront condo with wrap around Balcony: 1 Bedroom, 2 Baths, Sleeps 4. 5th-floor condo on Kaanapali Beach. Luxuriously remodeled, Suite 551 offers plenty of sleeping capacity for up to 4 guests with a king-size bed and a queen convertible sofa-sleeper.This...
Maui Resort Rentals: Honua Kai Hokulani 645 - Stunning 6th Floor 2BR w/ Fantastic Ocean Views!
Set in the serenity of the Hokulani Tower interior, Hokulani 645 boasts impressive ocean views from its prime 6th-floor location high above the palm trees that often obstruct the view of lower floors. The suite's expansive 200+ sq ft lanai also overlooks the lush...
Kaneohe Bay View 2br/1.5ba
***HAWAII STATE LAWS governing short-term rental properties: In order to comply with the Honolulu vacation rental rules (Honolulu and County Ordinance 19-18, Bill 89), our property is available for month to month occupancy with a minimum 30 day stay. This means that our...
Konas#1Rated Oceanfront Pool4 Bdrm Home Walk2Town Ironman Thanksgiving Christmas
Happy Super Sunday! Welcome to the Sea of Love! Semi Concierge, Service! Location Location Location!! This beach house rocks… Thanksgiving 2026 10 nights Christmas 2026 14 nights New Years 2027 12 nights We have some great dates available April 28/ 29 to May 7 late...
Next Generation / Remodeled-2 Bedroom-2 Full Bath-End Unit-Specials!
Magnificent large 7th floor end unit condo, considered the corner suite, is fully equipped with new furnishings, including barn doors, new ceilings, new bathrooms, new kitchen, new flooring and ultra modern features throughout. This condo has literally been rebuilt from...
2 bedroom home minutes to world class beaches, surf, scuba & snorkeling!
Welcome to Puako Kai Hideaway, a beautifully updated vacation home in charming Puako. Located only minutes away from world class beaches, surf, scuba, snorkeling and golf. Extensive resort amenities, restaurants, shops and farmers markets are a short drive away.This...
Shores at Waikoloa Unit 101: Ground floor 1 br in the Sandalwood Tower
Located in the Sandalwood Tower, this ground-floor corner unit Hawaii Island vacation rental offers plenty of natural light to brighten up your Big Island vacation. Between the open-concept living area or open-air lanai you are sure to find your perfect piece of...
The Sacred getaway at Fairway Villas C1! This 3 bedroom, 3 bath condo is new!
Welcome to Sacred Peaks Getaway, a newly renovated and tastefully designed condominium that can comfortably accommodate up to eight guests. This spacious vacation rental features three bedrooms, providing ample space for everyone in your group. The guest bedroom...
5 Beds Downstairs Corner Unit with AC, 3 Pools, 6 minutes to Beaches, Beach Cart
Ideal downstairs corner location on greenbelt in preferred Regency Building 5 and adjacent to beach trail. Enjoy pleasant trade winds in this light & bright condo with portable A/C units in both bedrooms and living area (No central air or split system). This brilliant...
Hawi Hideaway- A Jungle Oasis
Come enjoy the peace and serenity of this property located just steps away from historic Hawi town.Hawi Hideaway is set back in a quiet cul de sac, surrounded by trees to feel like you are staying in a jungle. Enjoy the sounds of Hawaii with the roosters crowing in the...