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.
Oahu North Shore 2 BR Oceanfront Retreat at Sunset Beach
Escape to the stunning shores of Haleiwa and experience the ultimate beachfront getaway at our charming vacation rental. Nestled along the pristine sands and turquoise waters, this slice of paradise offers an idyllic setting for relaxation, adventure, and unforgettable...
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
Aloha. Have you noticed how we're constantly towards the top of Kihei and Kihei Kai Nani searches. Well, vrbo has a system of metrics they use that ranks all listings, basically putting the best units available in front of guests...and we're crushing those metrics and...
Maui Resort Rentals: Honua Kai Konea 705 - Upgraded 7th Floor Interior 2BR Suite w/ Unobstructed Ocean Views!
Konea 705 is a luxurious 7th-floor "penthouse" interior courtyard two-bedroom suite boasting unobstructed views of the stunning blue Pacific from its prime vantage point high above the palm canopy. In addition, this suite has one of the rare Honua Kai two-bedroom...
AC Ocean Views- Steps to beach
Experience beachside living in this top-floor 1-bedroom condo at Kiahuna Plantation, Poipu Beach, Kauai. Enjoy ocean views and cooling trade winds through oversized louvers. The lanai features chaise lounges, and the living room includes a queen sleeper sofa and TV. The...
Ho'okipa Villa: Historic Home + Guest Cottage in Kahala
Tucked within the prestigious Kahala neighborhood, Ho‘okipa Villa by Gather blends vintage Hawaiian charm with modern comfort for the ultimate island retreat. Originally built in 1938 and lovingly restored, this five-bedroom, four-bathroom estate spans over 3,000 sq....
Romantic getaway directly on Napili Bay-Beachfront-5 Stars-Best Location
Fall head over heels for the enchanting Napili Bay at "The Aloha Bungalow," a newly renovated ground-floor beachfront studio condo overlooking the turquoise waters of one of Maui’s most beloved beaches. Nestled in the heart of Napili Bay with its soft, golden-sand beach...
🏖️Newly Renovated | Gorgeous area and condo | Concierge Included | vrKCV
vrKCV - The Shores at Waikoloa 231, Professionally Managed by Kona Coast VacationsAloha and welcome to Shores at Waikoloa Beach Resort Unit 231! This beautifully updated 1-bedroom, 1-bathroom condo offers a relaxing getaway in the heart of Waikoloa Beach Resort. Enjoy...
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
• Oceanfront• Split A/C units• King bed• Remolded Feb 2020• Beach access from condo complexFully remodeled in February 2020, this bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei unit 213 welcomes you! This second floor condo is...
Lovely garden cottage, Hamakua waterfall district, 100% solar
Secluded Ohana (1/1 Cottage) with Superb Ocean Views on Gorgeous Hamakua Coast Estate – The Garden House HideawayConstructed of Indonesian hardwoods, this fully furnished Studio Ohana sits on the beautifully landscaped grounds of an estate overlooking the beautiful...
NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach
BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...
Amazing Ocean View, In Kihei, Top Floor, AC, Across St from beach
Aloha! We are the owners of a gorgeous, remodeled penthouse, 1 bd 1 ba (sleeps 3) condo with amazing ocean views inside and out. I to 2 minute walk from beach. It is decorated with a feel of the island throughout. New sound resistant glass balcony doors, windows and...
G110 - Ground floor, close to ocean and all amenities, great view
G110 is a very popular and frequently requested unit. It’s a completely renovated studio and an extremely beautifully appointed unit. There’s a fully equipped kitchen and bar area, granite countertops and top of the line stainless steel appliances including a fridge...
Beautiful 2 Bedroom, 1 bath, full kitchen, secluded acre of gardens
Aloha and welcome to my Hawai’i Island cottage! I am delighted to share my 1 acre of rainforest and hope you will choose to stay at Hawaiian Paradise Cottage.Enter the property through a private electric gate and down a tree-lined drive to a secluded garden oasis set...
Luxury in Nohea Private Pool/Spa & Two Adjoining Ohanas
Abita Luxury Rentals welcomes you to our nearly 3,000 sq foot, 4-bedroom home located in Nohea at Mauna Lani. This luxury property offers a blend of comfort and elegance, with thoughtful design touches and high-end amenities. Unwind in the private backyard, complete...
Reduced Beachfront 1-BR Apt in Kihei! New Listing Special!
Oceanfront Vacation Rental in Central Kihei Unit #2Prime Location:Situated in the heart of Kihei, this family-owned and operated vacation rental sits at the northern end of picturesque Halama Street. The property is tucked away from the large resorts and crowded tourist...
The Bluffs 22 – The Beach House Opulent Oceanview Luxe Estate
Nestled on over an acre within the prestigious Bluffs enclave on the Kohala Coast, Mauna Kea Resort Bluffs 22 – The Beach House is an oceanview estate where curated design, effortless luxury, and authentic island living flow together in perfect balance. With 8,141...
New Listing: Waipouli Beach Resort, Pool, AC, Gym & more
Escape to the luxurious Waipouli Beach Resort, where villa F202 offers a blend of elegance, comfort, and Hawaiian charm. This stunning 2-bedroom, 2.5-bathroom condo is the perfect retreat for families, couples, or friends seeking the ultimate Kauai getaway. Step inside...
DAZZLING OCEANFRONT! Stunning views and steps to Sugar Beach, vacay awaits!
🌴 Oceanfront Maui Getaway – Kanai A Nalu #319 🌊Wake up to the sound of the ocean and step onto Sugar Beach, Maui’s longest sandy shoreline. This true oceanfront condo offers uninterrupted views of the Pacific, glowing sunsets year-round, and a front-row seat to seasonal...
Tropical Paradise Awaits at Maui Kamaole L107. Across from 2 Fave Beaches!
* Coastal Living! Updated in 2024! * 1 Bedroom/ 2 Baths-Sleeps 4* Across from 2 Popular Beaches* Ground Floor and Near the PoolExperience the perfect blend of luxury and convenience at Maui Kamaole L107. This newly updated ground floor condo boasts fresh paint, stylish...
Westin Nanea Resort Villa ~ Gorgeous Newly Built 2 BD / 2 BA Villa
2 Bedroom, 2 Bath, Sofa Bed with balcony.This Westin Nanea, gorgeous newly built resort villa is steps away from beach and pool. This is new addition to Westin’s resort villa. Two-Bedroom Resort View Villa – 1260 square ft, sleeps up to 6 adults.Master bedroom with...
New Listing! Bedroom with private lanai access
Welcome to Nohonani 103, your newly refurbished oceanfront escape in West Maui! This inviting ground-floor, 1-bedroom, 1-bath condo offers all the comforts of home with unbeatable access to the beach—just steps from your private lanai. With space to accommodate up to 4...
Tropical Oasis - Stunning Views In Private Setting
Welcome to your personal and private luxury condo, tucked away in a tranquil and private location at the Ali'i Kai condominium complex within the Princeville at Hanalei Resort Community. This second floor, 2-bedroom/2-bathroom vacation condo, with nearly 1050 sq/ft of...
Sweet Mermaid Studio at Manini Beach, Kealakekua Bay
Everything you might need to enjoy an exciting or relaxing vacation right by the ocean at the beautiful and world famous, "Kealakekua Bay'. This private location is perfect for adventuring around our quaint neighborhood, with quiet walks, hiking trails, or exploring...
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)
2BD Kumulani (I-4) at Mauna Kea Resort is an upper-level corner retreat overlooking the Pacific, rolling fairways, and the Kohala Mountain range. Set within the gated Kumulani community above the world-famous Mauna Kea and Hapuna beaches, this bright and airy vacation...
2 bedroom 1 bathroom, walk to world famous Waikiki beach only 0.3mi
Cozy 2 bedroom condo 805 sq.ft in Waikiki with great mountain and golf cruise view. North-facing floor plan, cool in summer time. Big balcony/lanai 125sq.ft one parking lot included in garage. Access to rooftop with great view. Shared gym and laundry in the building.
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...
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 ♥ Fully-equipped kitchen,...
Ocean View 3BR at Makahuena | Lanai, Pool, AC
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 of...
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 *
Welcome to Maui Eldorado H105, a completely remodeled and beautifully reimagined one-bedroom suite in the heart of the Kaanapali Beach Resort area. Blending elevated California coastal design with relaxed island living, this thoughtfully curated retreat is perfect for a...
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- Feb 20-27 I have a Studio Island view. For July 3-10 I have a Studio Ocean view & July 11-18 I have a One bedroom Oceanview. A Studio Villa sleeps 4 with a king bed & a sofa bed plus kitchenette. A 1 bedroom...
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!
****FEB25-MAR8 CANCEL - rare last-minute opportunity 15% lower rate****Enjoy a fully maintained villa where everything actually works the way it should. Arrive without worrying about buying your kitchen, bath and laundry supplies, they'll be fully stocked with...
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 waiting to...
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...
Luxury 2-Story Oceanfront with Pool and Air Conditioned Comfort
SPECTACULAR. Your Luxury Truly AIR CONDITIONED, Oceanfront home awaits. QUIET serene neighborhood... Here is the finest of everything. 3brm 2 1/2 bath; 2 story approx 1800sf home + 1200sf of view lanais. Watch the whales and the waves from our Paradise Pali Kai. The...
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...