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.
🏖️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...
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...
Nihilani 16C - 3 bedrooms with AC
This gorgeous 3 bedroom, 3 bath townhouse located in the Nihilani complex in Princeville is the perfect spot for your family vacation. Spacious and inviting, the home has air conditioning throughout, a fully loaded kitchen, a large living area to enjoy and just about...
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...
Puamana 177-3 – Elegant Garden Retreat in South Puamana
Escape to the tranquil beauty of Puamana in this tastefully remodeled 2-bedroom, 2.5-bathroom townhome, ideally located in the lush, tropical oasis of South Puamana—untouched by the 2023 Lahaina fire. This peaceful location offers quick access to the nearby beach,...
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
About the Space:• 4 Bedrooms: A spacious primary suite and a guest bedroom, each with their own ensuite bathroom. Designed for relaxation and privacy, these two rooms are located within the main house.• The other two bedrooms are in the Ohana, and have a connecting...
Reduced Beachfront 1-BR Apt in Kihei! n New Listing Special!
Located in central Kihei, nestled in the northern end of beautiful Halama Street. Family-owned and operated legal short-term rental. This beachfront, 1 BR/1BA, has a full kitchen and bathroom. Cozy, quiet, great for couples and small families. There is a dining table...
The Bluffs 22 – The Beach House Opulent Oceanview Luxe Estate
Nestled on over an acre in the prestigious Bluffs enclave along the Kohala Coast, The Beach House is an unparalleled sanctuary of luxury and tranquility where indoor-outdoor living takes center stage. This $15 million, 8,141-square-foot estate redefines Hawaiian...
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!
Come stay with us and enjoy our oceanfront paradise, with incredible views, in our well appointed 2 Bedroom, 2 Bath Maui condo! Kanai A Nalu Unit #319 is fully stocked with all the comforts of home, making this a tranquil retreat offering unparalleled beauty and...
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...
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...
Gorgeous 1-bedroom at Aloha Lani #712, Overlooking the Ala Wai Golf Course
Property Management provided by Alohana Realty LLC. If the property you selected to book is unavailable or if you have further questions please feel free to contact us before booking online.This unit has been recently renovated! Freshly painted and all brand new...
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,...
Hot Deal! 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...
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...
Wailea Ekahi Village | 35D
Make your Maui dreams come true at Wailea Ekahi 35D! This vacation rental is perched on the top floor with a private entrance surrounded by manicured grass lawns, colorful bougainvillea, and fragrant plumeria trees.This modern remodeled one-bedroom one-bathroom condo...
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...
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, Maui is welcoming visitors and need your support by coming to our beautiful island. 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...
Oceanview Top Floor 2BR Suite +A/C, Beach & Pool
Escape to Hale i Lani, your “home in heaven”, at Hanalei Bay 4304 & 4305! Located on a west-facing bluff in Princeville with sweeping ocean & mountain views and A/C in every room, this peaceful top floor retreat is perfect for couples, families, and small...
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...
Your own Treasure close to the Beach, shopping and centrally located.
A Waikiki Studio conveniently Located Near the Convention Center, Mall, local grocery stores, beach, parks, shopping, dining, and nightlife. Its Affordable, Clean, and Tidy !!- 10 min walk to large local grocery store Don Quijote.- 15 min walk to Sams Club and Walmart-...
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 Spring Break 2026 I have a Studio OV for March 20-27 2026 & A one bedroom villa Island view for Easter Week April 4-11. A Studio Villa sleeps 4 with a king bed & a sofa bed plus kitchenette. A 1 bedroom @KOR sleeps...
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...
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...
Rare Find....Luxury & Entertainment Residence Villa - 4 Bedroom/4 Bathn
Experience the Big Island from the comfort of this luxurious 1 story residence with GORGEOUS ocean views and memorable sunsets from your own private pool, living room, lanai, etc. Bayview Estates offers entertaining and relaxing living environment along with private...
Ko Olina Beach Villas B602 by Gather: Beachfront Villa w/ Sensational Views
Discover the ultimate beachfront living at Ko Olina Beach Villas B602 by Gather. This luxurious two-bedroom, two-bathroom villa on the sixth floor, with space for up to six guests, is located on the tranquil west side of Oahu and embodies the essence of island...
RK 301 Remodeled OceanFront 2BD w Pool and AC
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, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
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
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Find your next dream vacation here at Hale...
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...
Great Location- Quiet Beach, Small Complex, Walk to Bars & Restaurants
Aloha and welcome to the Hale Kai Uli! What exactly is the Hale Kai Uli? In the Hawaiian language hale means house, kai is the ocean and uli means blue. The House of the Deep Blue Sea.The Hale Kai Uli is adjacent to a quiet stretch of sandy beach in sunny Kihei, Maui…...
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...
Hawaii Life Rentals Presents Puu Poa 307
***DISCLOSURE: Puu Poa 307 is listed for sale. Guest may be asked to accommodate showings of the property with 48 hours notice.Puu Poa 307 combines the serenity of verdant mountain and deep blue ocean views with a newly renovated and thoughtfully designed condominium....